For sale

$490,000

Est. $3,804/mo —

•

2,086

sq ft

269 Orchard Rd, Highland, NY 12528

About this home

Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power and a water source. All of this bucolic beauty is available a mere 1 hour from New York City!

Single-familyProperty Type

1880Year Built

19.8 acresLot Size

$235Price/Sq.Ft.

Listing by Daniel Balassone • VYLLA Home

Listing updated: Nov 2, 2026 at 10:04am

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1050871

Redfin agents who toured

This home has potential but needs renovations and updating. Great location beautiful space outside.
10 months ago• May not reflect the current state of the home
Alexia Velez
Redfin Associate agent

Payment calculator

$3,804 per month

Principal and interest$2,641

Property taxes

$1,094

HOA dues

Home insurance

$69

Utilities

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Open houses

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OPEN TODAY, 12PM TO 2PM
$459,900
3 beds2 baths2,076 sq ft
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0.37 acre lot • Garage • Built 1971
Listing by KW MidHudson
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2 beds2 baths1,963 sq ft
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Around this home

Schools

K - 12
Preschool & daycare

Highland Elementary School

Public K-5 • Assigned • 3.1mi

4/10

Highland Middle School

Public 6-9 • Assigned • 3.0mi

2/10

Highland High School

Public 9-12 • Assigned • 3.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

269 Orchard Rd · $490,000

Strong offer

$490K and above

75% chance or better to win

Why $490K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 62 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Beamed ceilings
Granite counters
Washer/dryer hookup
Unfinished basement

Bedrooms
7 rooms total (includes bedrooms and living spaces)

Bathrooms
2 full bathrooms

Kitchen
Gas range
Dishwasher
Refrigerator
Granite counters

Laundry & utility
Washer and dryer included
Washer/dryer hookup

Heating & cooling
Oil heating
Wood heating
No central cooling

Sale and tax history for 269 Orchard Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1050871

Oct 20, 2026

Price Changed

$490,000

$235/sq ft

Sep 15, 2026

Listed

$500,000

$240/sq ft

OneKey® MLS as Distributed by MLS Grid #927890

Apr 24, 2026

Listing Removed

—

Jan 7, 2026

Price Changed

$565,000

$271/sq ft

Oct 23, 2025

Listed

$575,000

$276/sq ft

Public Records

Jul 7, 2005

Sold

$389,550

$187/sq ft

Public Records

Feb 28, 1992

Sold

$190,000

$91/sq ft

Public Records

Jan 4, 1984

Sold

$85,000

$41/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$12,397 (−5.6%)

$105,500 + $180,600

$286,100

2024

$13,127 (+2.4%)

$105,500 + $180,600

$286,100

2023

$12,819 (+7.3%)

$105,500 + $180,600

$286,100

2022

$11,942 (+1.7%)

$105,500 + $180,600

$286,100

2021

$11,745 (+7.5%)

$105,500 + $180,600

$286,100

2020

$10,928 (−23.1%)

$105,500 + $180,600

$286,100

2019

$14,207 (+36.9%)

$105,500 + $180,600

$286,100

2018

$10,380 (+2.0%)

$105,500 + $180,600

$286,100

2017

$10,173 (+3.3%)

$105,500 + $180,600

$286,100

2016

$9,846 (−0.6%)

$105,500 + $180,600

$286,100

2015

$9,907 (+3.1%)

$105,500 + $180,600

$286,100

2014

$9,606

$105,500 + $180,600

$286,100

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

19.8 Acres

Year renovated

—

Finished Sq. Ft.

2,086

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,086

Year built

1880

Style

Vacant Land

County

Ulster County

APN

513600A09500400020081000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 21, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Highland, NY • 12528

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 25% for direct sun exposure in Highland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 269 Orchard Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $404,000 and $612,500.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $404K to $613K.

SOLD JUN 18, 2026
$564,000 Last sold price
3 beds3 baths2,040 sq ft
4 Cusa Dr, Highland, NY 12528
Listing by Howard Hanna Rand Realty
$41/sq ft
smaller lot
104 years newer
SOLD SEP 4, 2026
$465,000 Last sold price
3 beds2 baths1,820 sq ft
11 Cuomo Dr, Highland, NY 12528
Listing by Summerset Realty
$20/sq ft
smaller lot
105 years newer
BOUGHT WITH REDFIN JUN 22, 2026
$585,000 Last sold price
4 beds3 baths2,268 sq ft
410 Vineyard Ave, Highland, NY 12528
Listing by eXp Realty
$23/sq ft
smaller lot
93 years newer
SOLD NOV 2, 2026
$612,500 Last sold price
3 beds2 baths1,609 sq ft
321 Orchard Rd, Highland, NY 12528
Listing by Compass Greater NY, LLC
$146/sq ft
smaller lot
99 years newer
SOLD SEP 2, 2026
$404,000 Last sold price
3 beds2 baths2,100 sq ft
60 Mayer Dr, Highland, NY 12528
Listing by Keller Williams Realty
$43/sq ft
smaller lot
84 years newer
SOLD AUG 4, 2026
$540,000 Last sold price
4 beds2 baths2,215 sq ft
12 Gaskin Rd, Poughkeepsie, NY 12601
Listing by Century 21 Hudson Valley Rlty.
$9/sq ft
smaller lot
55 years newer

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